187,871

Osceola County, FL Homes

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  • /39

    $583,900

    • 4 Beds
    • 5.5 Baths
    • 2,356 Sq Ft

    7567 Brooklyn Dr, Kissimmee, FL 34747

    One or more photo(s) has been virtually staged. Luxury 4-bed / 4.5-bath townhouse just 5 minutes from Disney theme parks! Fully furnished and designed for short-term rental income, this unit features an impressive private patio with over $40,000 invested in custom upgrades: modern pergola, built-in BBQ and countertop, and a jacuzzi for the ultimate outdoor experience. Spacious gourmet kitchen,

    Agent Photo

    Antonio Valentino

    AVAL REALTY LLC

    (321) 449-3597

    7567 Brooklyn Dr, Kissimmee, FL 34747
  • /18

    $2,145 per month

    • 2 Beds
    • 2 Baths
    • 1,242 Sq Ft
    • Apartment for Rent

    1040 Jamison Loop Unit Relax, Kissimmee, FL 34744

    Currently offering up to 2 Months Free! *One month applied after the move-in date and the second month applied in the 6th month of the lease.Prices, promotions, and availability are subject to change. Multiple Floor plans available. Days on market accrued is not specific to current planlisted. Live the way you've always wanted without compromising style or quality. At The Jamison, our

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (689) 588-0881

    1040 Jamison Loop Unit Relax, Kissimmee, FL 34744
  • /2

    $397,756 Sold Mar 18, 2026

    4669 Golden Knight Blvd, Kissimmee, FL 34746

    • 4 Beds
    • 2 Baths
    • 1,936 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $205/SF
    • 69 Days On Market

    Current Estimated Value $395,218

    Last Listing Agent Ben Goldstein LENNAR REALTY

    4669 Golden Knight Blvd, Kissimmee, FL 34746
    • /2

      Est $466,208 Not Listed For Sale

      1741 Three Bars Rd, Kissimmee, FL 34744

      • 4 Beds
      • 2 Baths
      • 1,828 Sq Ft
      • Built 2025
      1741 Three Bars Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 2% Above List Price
      • $249/SF
      • 19 Days On Market

      Last Sold Price $455,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /21

    $519,000 Pending

    • 3 Beds
    • 3 Baths
    • 2,312 Sq Ft

    3371 Earle Ct, Kissimmee, FL 34746

    Under contract-accepting backup offers. WELCOME HOME to this lovely pool home on a cul-de-sac in a quiet, gated community. Enjoy the Florida outdoors on this spacious one acre lot. This home features a formal dining room and a home office/ den with glass pocket doors. A unique double-sided fireplace between the family room and pool area to enjoy those cooler evenings. This home includes a one

    Agent Photo

    Thomas Longmoore

    SELLSTATE INNOVATION REALTY

    (321) 515-5221

    3371 Earle Ct, Kissimmee, FL 34746
  • /24

    $2,100 per month

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Townhouse for Rent

    1888 Katz Crossing Dr, Kindred, FL 34744

    This immaculate and modern townhouse feels like brand new, featuring freshly painted interiors and brand-new, never-lived-on carpeting. As you enter, you are welcomed by a bright and open floor plan with tall ceilings and an abundance of natural light that creates a warm and inviting atmosphere. Ceiling fans are installed in every room to enhance comfort year-round. The home also offers the

    Agent Photo

    Evelyn Malave

    LPT REALTY, LLC

    (321) 459-6960

    1888 Katz Crossing Dr, Kindred, FL 34744
  • /2

    $491,000 Sold Nov 25, 2025

    5148 Goldfinch Dr, St. Cloud, FL 34771

    • 4 Beds
    • 3.5 Baths
    • 2,149 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $228/SF
    • 69 Days On Market

    Current Estimated Value $492,381

    Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    5148 Goldfinch Dr, St. Cloud, FL 34771
    • /2

      Est $469,684 Not Listed For Sale

      1747 Three Bars Rd, Kissimmee, FL 34744

      • 4 Beds
      • 2 Baths
      • 1,828 Sq Ft
      • Built 2025
      1747 Three Bars Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 1% Above List Price
      • $253/SF
      • 19 Days On Market

      Last Sold Price $462,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /38

    $364,500 Pending

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft

    820 Pebble Beach Dr, Davenport, FL 33896

    Under contract-accepting backup offers. PRICED TO SELL!! FULLY FURNISHED TURNKEY INVESTMENT OPPORTUNITY in the highly sought-after ChampionsGate Resort, with no rear neighbors for added privacy! Perfectly zoned for short-term rentals, this stunning 4-bedroom, 3-bathroom townhome is a gem. The property boasts a private heated pool within an enclosed lanai, making it ideal for year-round enjoyment.

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (863) 277-8909

    820 Pebble Beach Dr, Davenport, FL 33896
  • /18

    $1,800 per month

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft
    • Townhouse for Rent

    2835 Oakwater Dr, Kissimmee, FL 34747

    UNDER 3 Miles to DISNEY PROPERTY. Walmart DIRECTLY NEXT DOOR. This BEAUTIFUL 2 Bed Condo Unit With SCREENED BALCONY and 1 CAR GARAGE comes *COMPLETELY FURNISHED. You will love being able to walk to the nearby Walmart and a variety of restaurants on Irlo Bronson Memorial Highway. The community of Oakwater itself is a major selling point, with resort-style amenities including a sparkling pool, a

    Agent Photo

    John Hill

    TOP AGENCY REALTY INC

    (689) 588-1487

    2835 Oakwater Dr, Kissimmee, FL 34747
  • /2

    $349,900 Sold Feb 20, 2026

    1070 Hali Ridge Ct, Kissimmee, FL 34747

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 1989

    Last Sold Summary

    • $185/SF
    • 3 Days On Market

    Current Estimated Value $358,889

    Last Listing Agent Chris Watts THE TEAM REAL ESTATE GROUP INC

    1070 Hali Ridge Ct, Kissimmee, FL 34747
    • /2

      Est $318,443 Not Listed For Sale

      2903 Hudson Hammock Way, St. Cloud, FL 34773

      • 3 Beds
      • 2.5 Baths
      • 1,463 Sq Ft
      • Built 2025
      2903 Hudson Hammock Way, St. Cloud, FL 34773

      Last Sold Summary

      • $219/SF
      • 37 Days On Market

      Last Sold Price $319,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /26

    $245,000

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft

    2835 Oakwater Dr Unit 173, Kissimmee, FL 34747

    DISNEY DREAM LOCATION! - **LOWEST PRICE AVAILABLE** DISNEY Zip Code 34747. Short Term Rental AirBnb *VERY DESIRBLE UNDER 3 Miles to DISNEY PROPERTY. EVERYTHING NEEDED TO BE an AirBnb "Guest Favorite" Even a Walmart DIRECTLY NEXT DOOR. ALSO Excellent Primary or Second Home. This BEAUTIFUL 2 Bed Condo Unit With SCREENED BALCONY and 1 CAR GARAGE comes *COMPLETELY FURNISHED. Guests will love being

    Agent Photo

    John Hill

    TOP AGENCY REALTY INC

    (321) 496-7886

    2835 Oakwater Dr Unit 173, Kissimmee, FL 34747
  • /26

    $5,500 per month

    • 4 Beds
    • 2.5 Baths
    • 3,048 Sq Ft
    • House for Rent

    1328 Celebration Ave, Kissimmee, FL 34747

    Experience refined living in the highly desirable Artisan Park Village of Celebration, where timeless design meets modern comfort. This beautifully maintained 4-bedroom, 2.5-bath residence offers over 3,000 square feet of thoughtfully designed living space, including a sought-after first-floor primary bedroom. From the moment you enter, the home welcomes you with soaring ceilings, abundant

    Agent Photo

    Lisa Grinceri

    KELLER WILLIAMS REALTY AT THE LAKES

    (689) 588-0907

    1328 Celebration Ave, Kissimmee, FL 34747
  • /2

    $330,000 Sold Mar 16, 2026

    4804 Pliny Ct, Kissimmee, FL 34746

    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • Built 1994

    Last Sold Summary

    • 5% Below List Price
    • $235/SF
    • 25 Days On Market

    Current Estimated Value $344,289

    Last Listing Agent Jorge Trejo KELLER WILLIAMS ADVANTAGE III

    4804 Pliny Ct, Kissimmee, FL 34746
    • /2

      Est $474,428 Not Listed For Sale

      1908 Blissful Dr, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 2,082 Sq Ft
      • Built 2025
      1908 Blissful Dr, Kissimmee, FL 34744

      Last Sold Summary

      • 5% Above List Price
      • $218/SF
      • 43 Days On Market

      Last Sold Price $453,478

      Last Listing Agent Emidio Dinardo CENTURY 21 WOLF'S CROSSING REALTY

  • /57

    $895,000

    • 8 Beds
    • 5 Baths
    • 4,289 Sq Ft

    2766 Oxymoron Way, Kissimmee, FL 34746

    Discover this extraordinary, designer-furnished home in the world-class Storey Lake Resort in Kissimmee. Just an 8-minute walk to The Bronson Club, this 2021-built property offers a picturesque backyard overlooking a serene lake—providing beautiful, open views rarely found in the community. Fully turnkey and professionally styled, this luxury home boasts an exceptional interior design portfolio,

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 341-7591

    2766 Oxymoron Way, Kissimmee, FL 34746
  • /3

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,781 Sq Ft
    • House for Rent

    521 Brighton Ct, Kissimmee, FL 34758

    This beautiful and spacious updated home in the heart of Poinciana features a split-bedroom plan with 3 bedrooms and 2 bathrooms. Highlights include a great room, a kitchen with a breakfast bar, and a Florida room that can serve as an excellent office space. The property also includes a 2-car garage and a storage shed.The neighborhood offers convenient access to schools, shopping,

    Agent Photo

    Jannette Pena

    JMP REALTY, INC.

    (321) 336-5493

    521 Brighton Ct, Kissimmee, FL 34758
  • /2

    $279,000 Sold Sep 18, 2025

    2696 Giardino Loop, Kissimmee, FL 34741

    • 3 Beds
    • 2.5 Baths
    • 1,603 Sq Ft
    • Built 2019

    Last Sold Summary

    • 19% Below List Price
    • $174/SF
    • 73 Days On Market

    Current Estimated Value $283,535

    Last Listing Agent Benjamin W Berry EXP REALTY LLC

    2696 Giardino Loop, Kissimmee, FL 34741
    • /2

      Est $405,074 Not Listed For Sale

      1605 Bull Hill Rd, Kissimmee, FL 34744

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 2025
      1605 Bull Hill Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 3% Above List Price
      • $261/SF
      • 11 Days On Market

      Last Sold Price $392,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /60

    $454,000

    • 3 Beds
    • 2 Baths
    • 1,863 Sq Ft

    2717 Greenlands St, St. Cloud, FL 34772

    BACK ON THE MARKET after some beautiful upgrades! Welcome to your dream home in the highly desirable gated 55+ active adult community of Twin Lakes in St. Cloud. Built by Jones Homes and featuring the popular Captiva floor plan, this beautifully maintained 3-bedroom, 2-bath residence offers approximately 1,863 square feet of thoughtfully designed living space with peaceful pond and water views.

    Agent Photo

    Manny del Valle

    KELLER WILLIAMS WINTER PARK

    (888) 250-4724

    2717 Greenlands St, St. Cloud, FL 34772
  • /17

    $2,000 per month

    • 4 Beds
    • 3 Baths
    • 1,470 Sq Ft
    • Townhouse for Rent

    4004 Venetian Bay Dr Unit 108, Kissimmee, FL 34741

    Spacious 4 bedroom/ 3 bath townhouse. Master bedroom and Bath located on 1st floor. Minutes to shopping, dining, entertainment and more. Gated community with 24/hr gate guard. Property offers many amenities. NO PETS.

    Agent Photo

    Licinio Cruz

    L & L REALTY GROUP

    (321) 496-8299

    4004 Venetian Bay Dr Unit 108, Kissimmee, FL 34741
  • /23

    $411,990 Sold Oct 10, 2025

    5206 Masser Rd, Saint Cloud, FL 34772

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $225/SF
    • 41 Days On Market

    Current Estimated Value $400,773

    D.R. Horton Buena Lago

    5206 Masser Rd, Saint Cloud, FL 34772
    • /2

      Est $422,406 Not Listed For Sale

      1609 Bull Hill Rd, Kissimmee, FL 34744

      • 4 Beds
      • 2 Baths
      • 1,665 Sq Ft
      • Built 2025
      1609 Bull Hill Rd, Kissimmee, FL 34744

      Last Sold Summary

      • 3% Above List Price
      • $247/SF
      • 18 Days On Market

      Last Sold Price $410,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /60

    $615,000

    • 3 Beds
    • 2 Baths
    • 2,130 Sq Ft

    2074 Flora Pass Place, Kissimmee, FL 34747

    $10,000 Price Improvement! Welcome to resort-style living in the Four Seasons at Orlando 55+ community. This highly upgraded St. Lucia model blends coastal elegance with a relaxed tropical lifestyle. Step inside to an open and inviting living space featuring wood-look tile flooring, 8-foot doors, tray ceilings, designer lighting, and ceiling fans throughout. The split-bedroom floor plan offers

    Agent Photo

    Vinnie Warren

    LPT REALTY, LLC

    (321) 325-3654

    2074 Flora Pass Place, Kissimmee, FL 34747
  • /45

    $4,300 per month

    • 8 Beds
    • 5 Baths
    • 3,909 Sq Ft
    • House for Rent

    8800 Interlocking Ct, Four Corners, FL 33896

    GOLF VIEW! FULLY FURNISHED POOL HOME in 24-hour guarded gate, resort community - Champions Gate. Located at the end of a cul-de-sac with a golf view and no rear neighbors, this beautiful 8-bedroom, 5-bathroom home offers an exquisite living experience. The well-appointed kitchen opens to a spacious gathering room and dining area, with sliding doors leading to a large covered lanai. The lanai

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (863) 485-6271

    8800 Interlocking Ct, Four Corners, FL 33896
  • /2

    $325,000 Sold Jun 23, 2025

    4027 Marina Isle Dr, Kissimmee, FL 34746

    • 3 Beds
    • 2 Baths
    • 1,490 Sq Ft
    • Built 2012

    Last Sold Summary

    • 4% Below List Price
    • $218/SF
    • 24 Days On Market

    Current Estimated Value $312,835

    Last Listing Agent Blanca Hernandez LA ROSA REALTY KISSIMMEE

    4027 Marina Isle Dr, Kissimmee, FL 34746
    • /29

      Est $401,625 Not Listed For Sale

      7085 Carib Grackle Dr, St. Cloud, FL 34773

      • 4 Beds
      • 2 Baths
      • 1,665 Sq Ft
      • Built 2025
      7085 Carib Grackle Dr, St. Cloud, FL 34773

      Last Sold Summary

      • 7% Above List Price
      • $226/SF
      • 11 Days On Market

      Last Sold Price $375,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /49

    $499,000 Pending

    • 5 Beds
    • 4 Baths
    • 2,136 Sq Ft

    8064 Santee Dr, Kissimmee, FL 34747

    Under contract-accepting backup offers. Meticulously maintained and FULLY FURNISHED, this TURNKEY 5-bedroom, 4-bath pool home is a proven INCOME-GENERATING property located in the highly desirable NO HOA / NO CDD community of Indian Creek. Professionally decorated, the home features a semi-open floor plan with tasteful updates throughout, including tile flooring and contemporary design finishes.

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (321) 364-4124

    8064 Santee Dr, Kissimmee, FL 34747
  • /35

    $2,450 per month

    • 4 Beds
    • 2.5 Baths
    • 2,204 Sq Ft
    • House for Rent

    5164 Chickadee St, Saint Cloud, FL 34771

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath single-family home in the desirable Live Oak Lake community of St. Cloud! Thoughtfully designed for comfortable family living, this move-in ready home features a bright and open floor plan with well-kept interiors, creating a modern and welcoming atmosphere throughout. The main level includes a versatile bedroom, perfect for guests or a

    Agent Photo

    Lionel Cruz

    AXEN REALTY, LLC

    (833) 773-4633

    5164 Chickadee St, Saint Cloud, FL 34771
  • /2

    $455,000 Sold May 07, 2025

    3201 Hanging Moss Cir, Kissimmee, FL 34741

    • 5 Beds
    • 3 Baths
    • 2,334 Sq Ft
    • Built 2001

    Last Sold Summary

    • 14% Below List Price
    • $195/SF
    • 85 Days On Market

    Current Estimated Value $462,104

    Last Listing Agent Nelson Santiago santiago OLYMPUS EXECUTIVE REALTY INC

    3201 Hanging Moss Cir, Kissimmee, FL 34741
    • /24

      Est $389,974 Not Listed For Sale

      7079 Carib Grackle Dr, St. Cloud, FL 34773

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft
      • Built 2025
      7079 Carib Grackle Dr, St. Cloud, FL 34773

      Last Sold Summary

      • 7% Above List Price
      • $243/SF
      • 23 Days On Market

      Last Sold Price $364,990

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /100

    $670,000

    • 8 Beds
    • 5 Baths
    • 3,909 Sq Ft

    9107 El Caro Ln, Davenport, FL 33896

    Don't miss this fantastic investment opportunity in the stunning, resort-style community of Champions Gate, the ultimate destination for luxury living or a high-performing vacation rental. This beautiful 8-bedroom, 5-bathroom home comes fully furnished and features the perfect floorplan for large parties who want to entertain guests, hold a family gathering or just relax with friends and family.

    Ping Ma

    CHARLES RUTENBERG REALTY ORLANDO

    (863) 250-7672

    9107 El Caro Ln, Davenport, FL 33896
  • /10

    $2,300 per month

    • 3 Beds
    • 2.5 Baths
    • 1,453 Sq Ft
    • Townhouse for Rent

    9288 Westside Hills Dr, Kissimmee, FL 34747

    Discover comfortable and convenient living in this well-appointed 3-bedroom, 2.5-bathroom townhome. The home features granite countertops, stainless steel appliances, and a functional open-concept layout designed for modern living.Ideally located with easy access to US-27, I-4, and Hwy 429, the property provides convenient connectivity to Orlando’s major employment centers, shopping, dining,

    Agent Photo

    Yamile Albornoz

    EXP REALTY LLC

    (321) 341-5440

    9288 Westside Hills Dr, Kissimmee, FL 34747
  • /2

    $412,000 Sold Aug 04, 2025

    Unlisted Address

    • 4 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Built 2019

    Last Sold Summary

    • 3% Below List Price
    • $191/SF
    • 59 Days On Market

    Current Estimated Value $408,506

    Last Listing Agent Pedro Hernandez COLDWELL BANKER REALTY

    Unlisted Address
    • /2

      Est $408,301 Not Listed For Sale

      2652 Peace of Mind Ave, Kissimmee, FL 34744

      • 3 Beds
      • 2.5 Baths
      • 1,795 Sq Ft
      • Built 2025
      2652 Peace of Mind Ave, Kissimmee, FL 34744

      Last Sold Summary

      • 3% Above List Price
      • $221/SF
      • 0 Days On Market

      Last Sold Price $396,440

      Last Listing Agent Ben Goldstein LENNAR REALTY

  • /40

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,845 Sq Ft

    221 Aquamarine Ln, Kissimmee, FL 34758

    One or more photo(s) has been virtually staged. This home can be purchased with NO INCOME VERIFICATION needed! BACK ON MARKET! Buyer wasn't able to close. Priced below appraised value! Welcome to this stunning 4-bed, 2-bath waterfront home built in 2022, offering the perfect blend of modern design, serene views, and unbeatable convenience. With 1,845 sq. ft. of beautifully designed living space,

    Agent Photo

    Vincent Cordaro

    SERHANT

    (321) 364-4876

    221 Aquamarine Ln, Kissimmee, FL 34758
  • /13

    $2,150 per month

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • House for Rent

    1017 Florida Pkwy, Kissimmee, FL 34743

    Spacious 3-bedroom, 2-bath rental home featuring both a bright living room and a separate family room—perfect for relaxing or entertaining. Conveniently located near the Florida Turnpike with easy access to major shopping areas and popular big-name stores. Prime central location puts you just minutes from Orlando International Airport (OIA) and close to all the top attractions, including Disney,

    Agent Photo

    Luis Cabrera

    FLORIDA PROPERTY HOMES

    (321) 587-3850

    1017 Florida Pkwy, Kissimmee, FL 34743
  • /2

    $194,000 Sold Oct 17, 2025

    2210 Grand Cayman Ct Unit 1732, Kissimmee, FL 34741

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Built 1999

    Last Sold Summary

    • 11% Below List Price
    • $189/SF
    • 120 Days On Market

    Current Estimated Value $194,535

    Last Listing Agent Faddy Carolina Jraissati FLORIDA HOMEGROUP REALTY LLC

    2210 Grand Cayman Ct Unit 1732, Kissimmee, FL 34741
    • /2

      Est $373,126 Not Listed For Sale

      5683 Le Marin Way, Kissimmee, FL 34758

      • 4 Beds
      • 3 Baths
      • 2,106 Sq Ft
      • Built 2024
      5683 Le Marin Way, Kissimmee, FL 34758

      Last Sold Summary

      • $178/SF
      • 21 Days On Market

      Last Sold Price $374,000

      Last Listing Agent Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

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